Aldol reaction of iododifluoroacetate-Zn and 2,2-difluoroketene silyl acetal

Osamu Kitagawa, Takeo Taguchi, Yoshiro Kobayashi

Research output: Contribution to journalArticle

114 Citations (Scopus)

Abstract

Generation of the Reformatsky reagent of difluoracetate from the iodide (2) and the difluoroketene silyl acetal (3), and their aldol reaction are described. High anti-selectivity with chiral aldehyde (5d, 5f) was found in the case of the ketene silyl acetal (3b). 2,2-Difluoro-2-deoxy analogs of D-ribo- and L-galactopyranosides (1a, 1b) were effectively prepared.

Original languageEnglish
Pages (from-to)1803-1806
Number of pages4
JournalTetrahedron Letters
Volume29
Issue number15
DOIs
Publication statusPublished - 1988

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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